Yellow-red azo color.



also for the preparation of lakes.

two (72) parts of solid. sodium nitrite.

UNITED STATES Patented July 12, 1904.

PATENT OFFICE.

PAUL JULIUS AND FRANZ 'OSTHELDER, OE LUD'WIGSHAFEN-ON-THE- RHlNE, GERMANY, ASSIGNORS TO BADISQHE ANILIN & SODA FA- BRIK, OF LUDiVIGSHAFEN-ON-THE-RHINE, GERMANY, A CORPORA- TION OF BADEN.

YELLOW-RED AZ O COLOR- SPECIFICATION forming part of Letters Patent No."765,080, dated July 12, 1904.

Application filed April 12, 1904. Serial No. 202,881. (No specimens) To all with n itmzty concern:

- Be it known thatwe, PAUL JULIUS, a subject of the Emperorof Austria-Hungary, and FRANZ QSTHELDER, a subject of theKing of Bavaria, residing at Ludwigshafen on the- Rhine, in the Kingdom of Bavaria, German Empire, have invented new and useful Improvements in A240 Coloringflattery of: which the following is a specification.

We have discovered that a brilliant orange coloring-matter can be obtained by combining diazotized orthorchlor-para-toluidin with beta-naphthol,which coloring-matter is insoluble in water and very fast against the action of lime and of light and is therefore valu able for dyeing and printing on cotton and The coloring-matter can be produced on the fiber by subjecting material which has been treated with an alkaline solution of beta-naphthol (with or without the addition of Turkey-red oil or a similar substance) to the action of the diazotized chlor-toluidin, or the coloring-matter can be roduoed as such by combining the diazo compound with an alkaline solution of beta-naphthol. In this case it is convenient to previously mix thesolution oi? beta-naphthol witli,Tu1'keyred oil or oleic acid or soap or a body of a like nature, with or without the addition of one or more of the substra ta which canbe used in the preparation oi lakesfor instance, hydrate of alumina or heavy spar.

The following example will serve to further illustrate the nature of our invention, which, however, is not, limited to this example. 'Ehe parts are by weight. Dissolve one hundred and forty-one and a half (141. 5} parts of orthochlor-Qarwtoluidin in the necessary amount of water, which contains two hundred and fifty (250) parts of hydrochloric acid, (containing about thirty-two (32) per cent. of Hill.) Cool by means of ice and while stirring ld sir-rcnty- Allow the resulting solution to run while stirring into a solution of one hundred and forty-five (145) parts of beta-nitphthol in water containing sixty (60) parts of Turkey-red oil (containing about fifty per cent. of the oil) and two hundred and fifty (250) parts of causticsoda solution, (containing thirty-five (35) per cent. of NaOH.) The formation of the coloring-matter is very quickly completed, and the brilliant orange-yellow precipitate is filtered off and used as paste with or without the further addition of Turkey-red oil. The same procedure is followed when the coloring-matter is formed in the presence of a substratum. In this case the beta-naphthol and the substratum and, if necessary, Turkey red oil or .the like can be mixed together and the diazo solution then be run into the mixture.

When it is desired to produce the coloringmatter on the fiber, the diazo solution should before being used be treated with sodium acetate until the excess of mineral acid has been removed, and the material, which has prevh ously been impregnated with beta-naphthol, is then passed through this solution, or :vsuitable thickening agentmay. be added to the diazo solution to form a paste, which is printed onto the material which has previously been treated with beta-naphtol.

()ur new coloring-matter as obtained according to the example is practically insoluble. in wate". It is yeliowish red and a"o yields a yellowish-red lake when mixed with barium sulfate.

Upon gentle reduction our coloringmiattcr yields ortho-chloi'-para-toluidin and amidonaphtholL What we 'claim is The new azo coloring-matter such as can be obtained by combining, die zotized ortho-chlorparatoluidin with bcta-naphthoi, which coloring-matter is insoluble in water, which is yellowish red, u-hichyields a yollowishncd lake when mixed wi a substratum, and which "upon reduction orthochlor-paru-toln idin and amid in testiun our hands Witnc Witnesses:

Enn'ns'r J. Anne. LLoYn. 

